May 07, 2024, 04:58:51 PM
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Topic: stereochemistry in wittig reaction  (Read 6796 times)

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Offline g_orbital

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stereochemistry in wittig reaction
« on: November 07, 2006, 10:52:51 AM »
why does isomer Z prefered in simple wittig reaction?

Offline Dan

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Re: stereochemistry in wittig reaction
« Reply #1 on: November 07, 2006, 03:21:30 PM »
The unstabilised Wittig reaction is under kinetic control and so proceeds via the lowest energy transition state.

There is a good explanation in Clayden, Greeves, Warren & Wothers, p816.

Note that the stabilised Wittig is under thermodynamic control, and so gives the more stable E product, also covered in the aforementioned text.
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